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New phenylboronic acid derivatives as enhancers of the luminol–H 2 O 2 –horseradish peroxidase chemiluminescence reaction
Author(s) -
Kuroda Naotaka,
Kawazoe Kaori,
Nakano Hirofumi,
Wada Mitsuhiro,
Nakashima Kenichiro
Publication year - 1999
Publication title -
luminescence
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.428
H-Index - 45
eISSN - 1522-7243
pISSN - 1522-7235
DOI - 10.1002/(sici)1522-7243(199911/12)14:6<361::aid-bio563>3.0.co;2-j
Subject(s) - phenylboronic acid , horseradish peroxidase , luminol , chemistry , chemiluminescence , boronic acid , detection limit , nuclear chemistry , medicinal chemistry , organic chemistry , chromatography , catalysis , enzyme
The preparation of three new types of phenylboronic acid derivatives and their evaluation as enhancers on the luminol–H 2 O 2 –horseradish peroxidase (HRP) chemiluminescence (CL) reaction are described. After optimizing the CL reaction conditions, the CL system was applied to the HRP determination. Among the three phenylboronic acid derivatives, i.e. 4‐(4,5‐diphenyl‐ 1H ‐imidazol‐2‐yl)phenylboronic acid (DPA), 4‐[4(or 5)‐(4‐dimethylaminophenyl)‐5(or 4)‐phenyl‐ 1H ‐imidazol‐2‐yl]phenylboronic acid (DAPA) and 4‐[4,5‐di(2‐pyridyl)‐ 1H ‐imidazol‐2‐yl]phenylboronic acid (DPPA), DPPA was found to be the most potent enhancer. The sensitivity obtained with DPPA was about 180 times higher than that without an enhancer. The detection limit of HRP obtained with DPPA was 0.15 ng/assay (ca. 3.5 fmol), which is comparable to that with 4‐iodophenol under the conditions examined. All the phenylboronic acid derivatives examined had the effect of prolonging light emission compared to 4‐iodophenol. Copyright © 1999 John Wiley & Sons, Ltd.

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